Literature DB >> 21333533

PNA containing isocytidine nucleobase: synthesis and recognition of double helical RNA.

Thomas Zengeya1, Ming Li, Eriks Rozners.   

Abstract

Peptide nucleic acid (PNA1) containing a 5-methylisocytidine (iC) nucleobase has been synthesized. Triple helix formation between PNA1 and RNA hairpins having variable base pairs interacting with iC was studied using isothermal titration calorimetry. The iC nucleobase recognized the proposed target, C-G inversion in polypurine tract of RNA, with slightly higher affinity than the natural nucleobases, though the sequence selectivity of recognition was low. Compared to non-modified PNA, PNA1 had lower affinity for its RNA target.
Copyright © 2011 Elsevier Ltd. All rights reserved.

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Year:  2011        PMID: 21333533      PMCID: PMC3056986          DOI: 10.1016/j.bmcl.2011.01.130

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  22 in total

1.  Thermodynamics of sequence-specific binding of PNA to DNA.

Authors:  T Ratilainen; A Holmén; E Tuite; P E Nielsen; B Nordén
Journal:  Biochemistry       Date:  2000-07-04       Impact factor: 3.162

2.  Formation of DNA triple helix containing N(4)-(6-aminopyridin-2-yl)-2'-deoxycytidine.

Authors:  T M Chin; M H Tseng; K Y Chung; F S Hung; S B Lin; L S Kan
Journal:  J Biomol Struct Dyn       Date:  2001-12

3.  A Structural Basis for RNAminus signLigand Interactions.

Authors:  Christine S. Chow; Felicia M. Bogdan
Journal:  Chem Rev       Date:  1997-08-05       Impact factor: 60.622

4.  Stable and selective recognition of three base pairs in the parallel triple-helical DNA binding motif.

Authors:  Sabrina Buchini; Christian J Leumann
Journal:  Angew Chem Int Ed Engl       Date:  2004-07-26       Impact factor: 15.336

Review 5.  An extra dimension in nucleic acid sequence recognition.

Authors:  Keith R Fox; Tom Brown
Journal:  Q Rev Biophys       Date:  2006-05-31       Impact factor: 5.318

6.  Short peptide nucleic acids bind strongly to homopurine tract of double helical RNA at pH 5.5.

Authors:  Ming Li; Thomas Zengeya; Eriks Rozners
Journal:  J Am Chem Soc       Date:  2010-06-30       Impact factor: 15.419

7.  Stability of triple helices containing RNA and DNA strands: experimental and molecular modeling studies.

Authors:  C Escudé; J C François; J S Sun; G Ott; M Sprinzl; T Garestier; C Hélène
Journal:  Nucleic Acids Res       Date:  1993-12-11       Impact factor: 16.971

8.  A convenient route to N-[2-(Fmoc)aminoethyl]glycine esters and PNA oligomerization using a Bis-N-Boc nucleobase protecting group strategy.

Authors:  Filip Wojciechowski; Robert H E Hudson
Journal:  J Org Chem       Date:  2008-04-16       Impact factor: 4.354

Review 9.  Isothermal titration calorimetry of RNA.

Authors:  Nilshad N Salim; Andrew L Feig
Journal:  Methods       Date:  2008-10-07       Impact factor: 3.608

10.  Sequence-selective recognition of DNA by strand displacement with a thymine-substituted polyamide.

Authors:  P E Nielsen; M Egholm; R H Berg; O Buchardt
Journal:  Science       Date:  1991-12-06       Impact factor: 47.728

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  6 in total

1.  Recognition of double-stranded RNA by guanidine-modified peptide nucleic acids.

Authors:  Pankaj Gupta; Oluwatoyosi Muse; Eriks Rozners
Journal:  Biochemistry       Date:  2011-12-20       Impact factor: 3.162

2.  Triple helical recognition of pyrimidine inversions in polypurine tracts of RNA by nucleobase-modified PNA.

Authors:  Pankaj Gupta; Thomas Zengeya; Eriks Rozners
Journal:  Chem Commun (Camb)       Date:  2011-09-12       Impact factor: 6.222

3.  Thermal Stability of Peptide Nucleic Acid Complexes.

Authors:  Maciej Jasiński; Joanna Miszkiewicz; Michael Feig; Joanna Trylska
Journal:  J Phys Chem B       Date:  2019-09-20       Impact factor: 2.991

4.  Incorporating a guanidine-modified cytosine base into triplex-forming PNAs for the recognition of a C-G pyrimidine-purine inversion site of an RNA duplex.

Authors:  Desiree-Faye Kaixin Toh; Gitali Devi; Kiran M Patil; Qiuyu Qu; Manikantha Maraswami; Yunyun Xiao; Teck Peng Loh; Yanli Zhao; Gang Chen
Journal:  Nucleic Acids Res       Date:  2016-09-04       Impact factor: 16.971

5.  Incorporation of thio-pseudoisocytosine into triplex-forming peptide nucleic acids for enhanced recognition of RNA duplexes.

Authors:  Gitali Devi; Zhen Yuan; Yunpeng Lu; Yanli Zhao; Gang Chen
Journal:  Nucleic Acids Res       Date:  2014-01-13       Impact factor: 16.971

6.  Sequence-specific and Selective Recognition of Double-stranded RNAs over Single-stranded RNAs by Chemically Modified Peptide Nucleic Acids.

Authors:  Desiree-Faye Kaixin Toh; Kiran M Patil; Gang Chen
Journal:  J Vis Exp       Date:  2017-09-21       Impact factor: 1.355

  6 in total

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